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Synthesis of the Tetracyclic Core of the Tetrapetalones through Transannular Oxidative [4+3] Cyclization
Author(s) -
Wang Xiang,
Porco John A.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200500247
Subject(s) - construct (python library) , acylation , chemistry , core (optical fiber) , tandem , silylation , combinatorial chemistry , stereochemistry , computer science , programming language , organic chemistry , engineering , catalysis , telecommunications , aerospace engineering
A convergent strategy involving a base‐mediated silyl transfer/acylation for fragment coupling and a tandem process consisting of nitro reduction and acyl transfer can be employed to construct strained, bicyclic macrolactams (see scheme). The tetracyclic core of the tetrapetalones, which are effective lipoxygenase inhibitors, can be prepared by using an I III ‐promoted cyclization.